PERAMPANEL

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C23H15N3O
Molecular Weight	349.3847
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of PERAMPANEL

Structure Search

SMILES

O=C1N(C=C(C=C1C2=CC=CC=C2C#N)C3=CC=CC=N3)C4=CC=CC=C4

InChI

InChIKey=PRMWGUBFXWROHD-UHFFFAOYSA-N

InChI=1S/C23H15N3O/c24-15-17-8-4-5-11-20(17)21-14-18(22-12-6-7-13-25-22)16-26(23(21)27)19-9-2-1-3-10-19/h1-14,16H

HIDE SMILES / InChI

Molecular Formula	C23H15N3O
Molecular Weight	349.3847
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:56:39 UTC 2023` Edited by `admin` on `Fri Dec 15 15:56:39 UTC 2023`
Record UNII	H821664NPK
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

PERAMPANEL

Official Name

English

FYCOMPA

Brand Name

English

PERAMPANEL [VANDF]

Common Name

English

E-2007

Code

English

perampanel [INN]

Common Name

English

ER-155055-90

Code

English

PERAMPANEL [ORANGE BOOK]

Common Name

English

PERAMPANEL [MI]

Common Name

English

BENZONITRILE, 2-(1',6'-DIHYDRO-6'-OXO-1'-PHENYL(2,3'-BIPYRIDIN)-5'-YL)-

Systematic Name

English

5'-(2-CYANOPHENYL)-1'-PHENYL-2,3'-BIPYRIDINYL-6'(1'H)-ONE

Systematic Name

English

Perampanel [WHO-DD]

Common Name

English

PERAMPANEL [USAN]

Common Name

English

E2007

Code

English

Classification Tree Code System Code

EMA ASSESSMENT REPORTS

FYCOMPA (AUTHORIZED: EPILEPSIES, PARTIAL)

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

WHO-ATC

N03AX22

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

WHO-VATC

QN03AX22

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

DEA NO.

2261

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

NCI_THESAURUS

C47795

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

FDA ORPHAN DRUG

380912

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

LIVERTOX

NBK548508

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

NDF-RT

N0000186106

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

Code System Code Type Description

FDA UNII

H821664NPK

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

DAILYMED

H821664NPK

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

INN

8834

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

CAS

380917-97-5

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

DRUG BANK

DB08883

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

CHEBI

71015

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

SMS_ID

100000124527

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

EPA CompTox

DTXSID80191501

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

ChEMBL

CHEMBL1214124

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

PUBCHEM

9924495

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

NCI_THESAURUS

C75029

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

EVMPD

SUB32160

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

DRUG CENTRAL

4684

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

IUPHAR

7050

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

RXCUI

1356552

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

RxNorm

CHEBI

71013

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

LACTMED

Perampanel

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

MERCK INDEX

m11706

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

WIKIPEDIA

PERAMPANEL

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

NDF-RT

N0000020016

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

AMPA Receptor Antagonists [MoA]

MESH

C551441

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

USAN

SS-46

Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023

PRIMARY

Related Record Type Details


					P6W5IXV8V9

AMPA-SELECTIVE GLUTAMATE RECEPTOR 2

TARGET->NEGATIVE ALLOSTERIC MODULATOR (NAM)

Amount:


					805SU96HKF

CYTOCHROME P450 3A5

METABOLIC ENZYME -> SUBSTRATE


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					ZWJ2Y6JZWY

OAT-3

TRANSPORTER -> INHIBITOR

Comments:

Thus, the unbound Cmax is about 0.09 μM, much lower than 8.5 μM. Therefore, E2007 is unlikely to inhibit OAT1, OAT3, OCT1 and OCT3 in vivo.

Qualification:

Ki

Amount:


					4007E25Z4Z

OCT-3

TRANSPORTER -> INHIBITOR

Comments:

Thus, the unbound Cmax is about 0.09 μM, much lower than 8.5 μM. Therefore, E2007 is unlikely to inhibit OAT1, OAT3, OCT1 and OCT3 in vivo.

Amount:


					I81U7H57XI

OAT-1

TRANSPORTER -> INHIBITOR

Comments:

Thus, the unbound Cmax is about 0.09 μM, much lower than 8.5 μM. Therefore, E2007 is unlikely to inhibit OAT1, OAT3, OCT1 and OCT3 in vivo.

Qualification:

Ki

Amount:


					8LIX22217M

PERAMPANEL HYDRATE (4:3)

SALT/SOLVATE -> PARENT


					TFZ3H25BS1

GLUTAMATE RECEPTOR 1

TARGET -> INHIBITOR


					8LIX22217M

PERAMPANEL HYDRATE (4:3)

SOLVATE->ANHYDROUS


					ONY583280Z

OCT-1

TRANSPORTER -> INHIBITOR

Comments:

Thus, the unbound Cmax is about 0.09 μM, much lower than 8.5 μM. Therefore, E2007 is unlikely to inhibit OAT1, OAT3, OCT1 and OCT3 in vivo.

Qualification:

Ki

Amount:


					H821664NPK

EXCRETED UNCHANGED

Qualification:

URINE

Amount:

Related Record Type Details


					3A2H7791I2

DESPYRIDINYL-(5-HYDROXYPYRIDIN-2-YL)PERAMPANEL

METABOLITE INACTIVE -> PARENT

Comments:

In vitro studies show that the primary oxidative metabolic route of perampanel is via cytochrome P450 (CYP)3A4 and/or CYP3A5, based on the results of metabolism by recombinant human CYPs, and inhibition studies using anti-CYP3A4 and ketoconazole in human liver microsomes.

Qualification:

FECAL; URINE


					ZN7RZQ4V5D

2-(1-(4-HYDROXYPHENYL)-2-OXO-5-(2-PYRIDYL)-3-PYRIDYL)BENZONITRILE

METABOLITE -> PARENT


					4D999P6VXV

DES(2-CYANOPHENYL)-(2-CYANO-5-HYDROXYPHENYL)PERAMPANEL-O-GLUCURONIDE

METABOLITE INACTIVE -> PARENT

Qualification:

URINE


					PC7KXX4BPQ

DESPYRIDINYL-(4-HYDROXY-4-OXO-BUTANOYL)PERAMPANEL

METABOLITE INACTIVE -> PARENT

Qualification:

URINE


					X376H44R70

DES(2-CYANOPHENYL)-(2-CYANO-4-HYDROXYPHENYL)PERAMPANEL

METABOLITE INACTIVE -> PARENT

Comments:

In vitro studies show that the primary oxidative metabolic route of perampanel is via cytochrome P450 (CYP)3A4 and/or CYP3A5, based on the results of metabolism by recombinant human CYPs, and inhibition studies using anti-CYP3A4 and ketoconazole in human liver microsomes.

Qualification:

FECAL; URINE


					Z3L3YFN7HE

4-HYDROXY-2-(2-OXO-1-PHENYL-5-(2-PYRIDYL)-3-PYRIDYL)BENZONITRILE

METABOLITE -> PARENT


					KWS9QN7M0N

DES(PHENYL)-(3,4-DIHYDROXYPHENYL)PERAMPANEL

METABOLITE INACTIVE -> PARENT

Qualification:

FECAL; URINE


					EPR4QH98DZ

2-(5-(1-FORMYL-2-HYDROXY-2,3-DIHYDROPYRROL-5-YL)-2-OXO-1-PHENYL-3-PYRIDYL)BENZONITRILE

METABOLITE -> PARENT

Related Record Type Details


					H821664NPK

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC

Tmax	PHARMACOKINETIC				ORAL ADMINISTRATION

Tmax	PHARMACOKINETIC				HIGH-FAT MEAL FED CONDITION